Cu(II)-anchored functionalized mesoporous SBA-15: An efficient and recyclable catalyst for the one-pot Click reaction in water

A new pyridine-imine functionalized mesoporus silica (SBA-15) has been synthesized through the Schiff-base condensation of 3-aminopropyl functionalized SBA-15 with 2-pyridinecarboxaldehyde followed by the grafting of Cu(II) onto it resulting a new Cu@Pylm-SBA-15 material. 20-hexagonally ordered mesophases of the material are analyzed by small-angle powder X-ray diffractions (PXRD) and transmission electron microscopic (TEM) image analyses. The Cu(ll)-anchored mesoporous material, Cu@PyIm-SBA-15 showed excellent catalytic activity towards the one pot click reaction between azides formed in situ from the corresponding amines and acetylenes in water at 0 C to room temperature resulting a wide variety of 1,4-disubstituted 1,2,3-triazoles. The catalyst has been recycled for five cycles without any appreciable loss of catalytic activity and also without any appreciable Cu-leaching, suggesting a future potential of this novel mesoporous catalyst for the synthesis of 1,4-disubstituted 1,2,3-triazoles. (C) 2014 Elsevier B.V. All rights reserved.